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Buformin

HCID 2468
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
1190-53-0
Standard SMILES
CCCCN=C(N)N=C(N)N
InChIKey
XSEUMFJMFFMCIU-UHFFFAOYSA-N
Molecular formula
C6H15N5
Average molar mass
157.22 g/mol
Monoisotopic mass
157.1327455

Overview

Buformin is a member of the class of biguanides that is biguanide substituted by a butyl group at position 1. It is an antidiabetic drug with potential antitumor effect. It has a role as a radiosensitizing agent, a geroprotector, an antiviral agent, a hypoglycemic agent and an antineoplastic agent. It is functionally related to a biguanide.

Names & identifiers

Preferred name
Buformin
IUPAC
2-butyl-1-(diaminomethylidene)guanidine
English name
BuforMin Hydrochloride
Molecular formula
C6H16ClN5
Molecular weight
193.68

Names & synonyms

Buformin1-ButylbiguanideBuformineButylbiguanideButyldiguanideButforminGlybigid1-ButyldiguanideN-ButylbiguanideBuforminaImidodicarbonimidic diamide, N-butyl-H 224
Show more names
BUTYL-BIGUANIDE HYDROCHLORIDEAndereAdebitTideMolBiforonSindiatilPanforMinZiavetineNSC528218Aids126511
2-butyl-1-(diaminomethylene)guanidineCHEBI:3209W2115E9C7BRetard, Silubin1 ButylbiguanideRefChem:388847211-726-4692-13-7

Database identifiers

CAS
1190-53-0、692-13-7
PubChem CID
2468
ChEMBL
CHEMBL39736
ChEBI
CHEBI:3209
UNII
W2115E9C7B
EC Number
211-726-4

Properties

Computed structural properties

XLogP
-0.6
Topological polar surface area
103 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
1
Rotatable bonds
4
Heavy atoms
11
Formal charge
0
Complexity
156

Physicochemical properties

Melting point
177 · 177-179C
storage temp.
-20 °C · Inert atmosphere,Store in freezer, under -20°C
solubility
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form
Solid
color
White to Off-White
Water Solubility
2 O: · H2O: 25mg/mL, clear
Stability
Hygroscopic
InChI
1S/C6H15N5.ClH/c1-2-3-4-10-6(9)11-5(7)8;/h2-4H2,1H3,(H6,7,8,9,10,11);1H
InChIKey
KKLWSPPIRBIEOV-UHFFFAOYSA-N
SMILES
[Cl-].N\C(=N/CCCC)\N=C(N)N.[H+]
CAS DataBase Reference
1190 · 1190-53-0
FDA UNII
947 SXO87P · D947SXO87P
NCI Drug Dictionary
buformin hydrochloride
UNSPSC Code
12352200 · 12352200
NACRES
77 · NA.77
Symbol(GHS)
5 · GHS05,GHS07
Signal word
Danger
Hazard statements
302 · H302-H315-H318-H335
Precautionary statements
261 · P261-P264-P270-P271-P280-P301+P312+P330-P302+P352-P304+P340+P312-P305+P351+P338+P310-P332+P313-P403+P233-P405-P501
target organs
Respiratory system
Risk Statements
22 · 22-43-36
Safety Statements
36 · 36/39-46
WGK Germany
3 · WGK 3
HS Code
29212900 · 29212900
Storage Class
11 · 11 - Combustible Solids
Hazard Classifications
4 OralEye · Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3
Toxicity
50 i.p · LD50 i.p. in mice: 380 mg/kg (Rikimaru)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

wgk
WGK 3
hs_code
29212900
Toxicity
LD50 i.p. in mice: 380 mg/kg (Rikimaru)
risk_code
22-43-36
Signal word
Danger
Symbol(GHS)
GHS05,GHS07
safety_code
36/39-46
Storage Class
11 - Combustible Solids
target organs
Respiratory system
Hazard statements
H302-H315-H318-H335
Hazard Classifications
Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3
Precautionary statements
P261-P264-P270-P271-P280-P301+P312+P330-P302+P352-P304+P340+P312-P305+P351+P338+P310-P332+P313-P403+P233-P405-P501

Chemistry & industry

Pharmacology

ATC Code · 2 items

A - Alimentary tract and metabolism

QA - Alimentary tract and metabolism

MeSH Pharmacological ClassificationSubstances which lower blood glucose levels.
Applications · 3 items

DescriptionBuformin is a biguanide derivative with antihyperglycemic activity. It delays absorption of glucose from the gastrointestinal tract, increases insulin sensitivity and glucose utilization in peripheral cells, and inhibits hepatic gluconeogenesis. It can also deactivate the glycolytic pathway by suppressing glyceraldehyde 3-phosphate dehydrogenase gene expression, which can lead to lactic acidosis. Biguanides, such as buformin, are reported to inhibit the mitochondrial respiratory complex I by inhibiting ubiquinone reduction and by stimulating reactive oxygen species production via the complex I flavin. Some biguanides, including buformin, can also inhibit the mitochondrial ATP synthase. Buformin has also been examined for antitumor activity due to its ability to disrupt the unfolded protein response transcription program during glucose deprivation, which induces cell death in glucose-deprived tumor cells.

UsesBuforMin Hydrochloride is a biguanide derivative with antihyperglycemic activity. It delays absorption of glucose from the gastrointestinal tract, increases insulin sensitivity and glucose utilization in peripheral cells, and inhibits hepatic gluconeogenesis. BuforMin Hydrochloride has also been examined for antitumor activity due to its ability to disrupt the unfolded protein response transcription program during glucose deprivation, which induces cell death in glucose-deprived tumor cells.

UsesBuformin, clinically used for diabetes mellitus, is known to improve resistance to insulin in patients. It suppresses the expression of glyceraldehyde 3-phosphate dehydrogenase.

Upstream & downstream products

Upstream raw materials

Butylamine hydrochlorideDicyandiamide

Suppliers78 total

苏州道澜生物医药科技有限公司15952404857 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
艾吉析科技(上海)有限公司17717235263 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
河南赢创生物科技有限公司16650615803 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
河南闰霖化工有限公司+86-18738066252; +86-18738066252 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
陕西缔都新材料有限公司029-63373950 17392216152 · [email protected]
江苏星科元信息科技有限公司400-605-7200 15335295587 · [email protected]
北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
广东元丰化学试剂有限公司0751-2829979 13318593351 · [email protected]
梯希爱(上海)化工贸易有限公司021-61109150 · [email protected]
广东云星生物技术有限公司0751-18902340975/189023400307 18902340307 · [email protected]
南京圣亿来化工有限公司19951936396 · [email protected]
广东方信生物科技有限公司0751-2838688 13376594225 · [email protected]
InvivoChem中国13549236410 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
北京博奥森生物技术有限公司400-901-9800 18611424007 · [email protected]
Pure Chemistry Scientific Inc.001-857-928-2050 or 1-888-588-9418 · [email protected]
上海泰坦科技股份有限公司4006009262 13023226327 · [email protected]
武汉市皇臻生物化工有限公司13795480948 · [email protected]
佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]
TargetMol 中国(陶术生物)400-821-0310 15002144251 · [email protected]
广东元丰化学试剂有限公司0751-2829979 13376591640 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
上海喀露蓝科技有限公司18149758185 18149758185 · [email protected]
深圳菲斯生物科技有限公司0755-83725350 13380397412 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
天津阿尔塔科技有限公司022-6537-8550 15522853686 · [email protected]
Alfa Chemistry1-516-6625404 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +86-15355479329 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
艾吉析科技(上海)有限公司17717235263 17717235263 · [email protected]
BOC Sciences16314854226 · [email protected]
陕西缔都医药化工有限公司+86-29-81139210 +86-17392587031 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
上海颖心实验室设备有限公司021-021-59178156 15300768757 · [email protected]
上海乾平生物医药科技有限公司(宁波仓库发货)021-61537865 13585780846 · [email protected]
上海如吉生物科技发展有限公司021-69955236-807 13918189704 · [email protected]
上海跃腾生物技术有限公司021-36031160 13311776681 · [email protected]
Shanghai Acmec Biochemical Technology Co., Ltd.+86-18621343501 · [email protected]
上海泰坦科技股份有限公司13023226327 · [email protected]

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